Hydrazine → (6-Bromoquinolin-2-YL)methanamine

https://huagongshe.com/reaction/2075679

Participants

Role	Name	HCID	Charge
Reactant	Hydrazine	HCID 9321	—
Reactant	acetonitrile N,N-dimethylformamide	HCID 21891449	—
Reactant	Phthalimide potassium salt	HCID 24194345	—
Reactant	6-Bromo-2-(chloromethyl)quinoline	HCID 58257796	—
Solvent	Water	HCID 962	—
Product	(6-Bromoquinolin-2-YL)methanamine	HCID 57365264	—

Reaction Conditions

Temperature	60 °C

Reaction Steps

To 4a (440 mg, 1.7 mmol) in 1:1 DMF/MeCN (3 mL) at room temperature was added potassium phthalimide (350 mg, 1.9 mmol), and the reaction was heated to 60° C. overnight. The mixture was poured into water and filtered, and the solid was suspended in EtOH (10 mL). Hydrazine (82 mg, 2.5 mmol) was added, and the mixture was heated to 70° C. for 30 minutes. The reaction was then concentrated, and the crude material, 4b, was used directly in the next step.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US07919621B2
Source dataset	uspto-grants-2011_04
ORD ID	ord-7e64c20909c147378045c443b04ce6d6
Source note	uspto-grants-2011_04